Structure Database (LMSD)

Common Name
(20S)-1alpha,25-dihydroxy-20-ethoxy-26,27-dimethylvitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20S)-20-ethoxy-26,27-dimethyl-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • (20S)-1alpha,25-dihydroxy-20-ethoxy-26,27-dimethylcholecalciferol
LM ID
LMST03020505
Formula
C31H52O4
Exact Mass
Calculate m/z
488.38656
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Synthesis and Biological Activity of 20-Hydroxylated Vitamin D Analogues,
Vitamin D, 1994

String Representations

InChiKey (Click to copy)
GLPXFBKLNBEZTJ-HPVXSBMKSA-N
InChi (Click to copy)
InChI=1S/C31H52O4/c1-7-31(34,8-2)19-11-18-30(6,35-9-3)28-16-15-26-23(12-10-17-29(26,28)5)13-14-24-20-25(32)21-27(33)22(24)4/h13-14,25-28,32-34H,4,7-12,15-21H2,1-3,5-6H3/b23-13+,24-14-/t25-,26+,27+,28+,29+,30+/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@](OCC)(C)CCCC(O)(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0595
PubChem CID
9547609

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 3
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 535.02
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 8.07
Molar Refractivity 146.68

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Created at
-
Updated at
31st May 2022